50 days in Vermont Itinerary
50 days in Vermont Itinerary
Created using Inspirock Vermont attractions planner
Route & dates
50 days in Vermont Itinerary
Start: Toronto
+2
ferry + Fly + bus:
6h 30min
1
Burlington
— 11 nights
Drive:
1h 30min
2
Jay
— 9 nights
Drive:
1h 15min
3
Saint Johnsbury
— 10 nights
Drive:
1h 30min
4
Woodstock
— 10 nights
Drive:
1h 45min
5
Bennington
— 9 nights
Drive + Fly:
8h 45min
End: Toronto
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11
nights
Burlington
11
nights

Burlington is the most populous city in the U.S. Attractions like ECHO, Leahy Center for Lake Champlain and Shelburne Bay Park make great kid-friendly stops. Get out of town with these interesting Burlington side-trips: Lake Champlain Maritime Museum (in Vergennes), Stowe (The Alchemist, Stowe Recreation Path, & more) and Waterbury Center (Cabot Farmers' Store & GreenSpark Sustainability Park). There's much more to do: get a taste of the local shopping with Church Street Marketplace, savor the flavors at Food & Drink, indulge your thirst for a good beer at Switchback Brewing, and contemplate the long history of Ethan Allen Homestead.
To find traveler tips, maps, other places to visit, and more tourist information, read our Burlington online holiday planner .
Toronto, Canada to Burlington is an approximately 6.5-hour combination of ferry, flight, and bus. You can also do a combination of flight and bus; or drive. In July, daily temperatures in Burlington can reach 32°C, while at night they dip to 19°C. Finish up your sightseeing early on the 15th (Wed) so you can go by car to Jay.
To find traveler tips, maps, other places to visit, and more tourist information, read our Burlington online holiday planner .
Toronto, Canada to Burlington is an approximately 6.5-hour combination of ferry, flight, and bus. You can also do a combination of flight and bus; or drive. In July, daily temperatures in Burlington can reach 32°C, while at night they dip to 19°C. Finish up your sightseeing early on the 15th (Wed) so you can go by car to Jay.
Things to do in Burlington
Side Trips
Stowe, Shelburne, Montpelier, Waterbury Center, Magic Hat Brewing Company
Highlights from your plan

Church Street Marketplace
10:00am, Mon Jul 6

ECHO, Leahy Center for Lake Champlain
1:30pm, Fri Jul 10

Smugglers' Notch Resort
1:30pm, Sun Jul 12
9
nights
Jay
9
nights

Jay is one of the northernmost towns in Orleans County, Vermont, United States, located on the Canada–US border. Attractions like Jay Peak Pump House and Jay Peak Resort make great kid-friendly stops. Explore the numerous day-trip ideas around Jay: Newport Bike Path (in Newport), Jed's Maple Products (in Derby) and Grand Isle State Park (in Grand Isle). There's still lots to do: explore the activities along Lake Memphremagog, indulge your thirst for a good beer at Rock Art Brewery, don't miss a visit to Cold Hollow Sculpture Park, and take an in-depth tour of Old Stone House Museum.
Before you visit Jay, use our trip planner to discover what you can do and see there.
You can drive from Burlington to Jay in 1.5 hours. Expect slightly colder temperatures when traveling from Burlington in July; daily highs in Jay reach 28°C and lows reach 15°C. You will leave for Saint Johnsbury on the 24th (Fri).
Before you visit Jay, use our trip planner to discover what you can do and see there.
You can drive from Burlington to Jay in 1.5 hours. Expect slightly colder temperatures when traveling from Burlington in July; daily highs in Jay reach 28°C and lows reach 15°C. You will leave for Saint Johnsbury on the 24th (Fri).
Things to do in Jay
Side Trips
Newport, Montgomery, Hyde Park, Rock Art Brewery, Kingdom Brewing
Highlights from your plan

Jay Peak Resort
10:00am, Thu Jul 16

Lake Memphremagog
12:00pm, Mon Jul 20

Grand Isle State Park
11:00am, Sat Jul 18
10
nights
Saint Johnsbury
10
nights

St. Family-friendly places like Great Vermont Corn Maze and Vermont Granite Museum will thrill your kids. Explore the numerous day-trip ideas around Saint Johnsbury: Bragg Farm Sugar House & Gift Shop (in Montpelier), Sunset Lake Floating Bridge (in Brookfield) and Martin Bridge Park (in Marshfield). And it doesn't end there: walk around Dog Mountain Home of Stephen Huneck Gallery, explore the activities along Lake Willoughby, stroll through Lamoille Valley Rail Trail, and get to know the fascinating history of The Long Trail.
To find other places to visit, ratings, photos, and more tourist information, refer to the Saint Johnsbury trip maker .
Traveling by car from Jay to Saint Johnsbury takes 1.5 hours. In July, daytime highs in Saint Johnsbury are 30°C, while nighttime lows are 17°C. Finish up your sightseeing early on the 3rd (Mon) so you can go by car to Woodstock.
To find other places to visit, ratings, photos, and more tourist information, refer to the Saint Johnsbury trip maker .
Traveling by car from Jay to Saint Johnsbury takes 1.5 hours. In July, daytime highs in Saint Johnsbury are 30°C, while nighttime lows are 17°C. Finish up your sightseeing early on the 3rd (Mon) so you can go by car to Woodstock.
Things to do in Saint Johnsbury
Side Trips
Groton, Vermont, Barre, Glover, East Burke
Highlights from your plan

Dog Mountain Home of Stephen Huneck Gallery
12:30pm, Sat Jul 25

Great Vermont Corn Maze
12:30pm, Sun Jul 26

Museum of Everyday Life
1:30pm, Fri Jul 31
10
nights
Woodstock
10
nights

Woodstock is the shire town of Windsor County, Vermont, United States. Kids will appreciate attractions like Montshire Museum of Science and Okemo Mountain Resort. Change things up with these side-trips from Woodstock: Rutland (Rutland murals & Wonderfeet Kids Museum), Pond Hill Ranch (in Castleton) and Killington (Killington Resort & Killington - Pico Adventure Center). There's lots more to do: experience rural life at Sugarbush Farm, identify plant and animal life at Vermont Institute of Natural Science (VINS) Nature Center, soar above the sights with a balloon tour, and contemplate the long history of Marsh - Billings - Rockefeller National Historical Park.
To see ratings, maps, where to stay, and tourist information, read our Woodstock trip planner .
Traveling by car from Saint Johnsbury to Woodstock takes 1.5 hours. In August, plan for daily highs up to 32°C, and evening lows to 15°C. Finish your sightseeing early on the 13th (Thu) to allow enough time to drive to Bennington.
To see ratings, maps, where to stay, and tourist information, read our Woodstock trip planner .
Traveling by car from Saint Johnsbury to Woodstock takes 1.5 hours. In August, plan for daily highs up to 32°C, and evening lows to 15°C. Finish your sightseeing early on the 13th (Thu) to allow enough time to drive to Bennington.
Things to do in Woodstock
Side Trips
Quechee, Brandon, Killington, Ludlow, Rutland
Highlights from your plan

Montshire Museum of Science
11:00am, Tue Aug 4

Okemo Mountain Resort
1:00pm, Mon Aug 10

Upper Valley Aquatic Center
1:30pm, Tue Aug 4
9
nights
Bennington
9
nights

Bennington is a town in Bennington County, Vermont, in the United States. Attractions like Bromley Mountain and Adams Farm make great kid-friendly stops. Venture out of the city with trips to Vermont Country Store (in Weston), Brattleboro (Creamery Covered Bridge & Saxtons Distillery) and Manchester (Equinox Preservation Trust, Dana L. Thompson Memorial Park, & more). There's still lots to do: get great views at Bennington Battle Monument, relax in the rural setting at Mad Tom Orchard, take in the awesome beauty at Equinox Mountain, and stroll the grounds of New Catholic Cemetery.
For where to stay, ratings, reviews, and other tourist information, go to the Bennington online trip itinerary planner .
Traveling by car from Woodstock to Bennington takes 2 hours. In August, daytime highs in Bennington are 30°C, while nighttime lows are 15°C. Wrap up your sightseeing by early afternoon on the 22nd (Sat) to allow time for travel back home.
For where to stay, ratings, reviews, and other tourist information, go to the Bennington online trip itinerary planner .
Traveling by car from Woodstock to Bennington takes 2 hours. In August, daytime highs in Bennington are 30°C, while nighttime lows are 15°C. Wrap up your sightseeing by early afternoon on the 22nd (Sat) to allow time for travel back home.
Things to do in Bennington
Side Trips
Manchester, Wilmington, Putney, Brattleboro, Arlington
Highlights from your plan

Hildene, The Lincoln Family Home
1:30pm, Tue Aug 18

Bromley Mountain
1:30pm, Fri Aug 14

Lye Brook Falls
4:00pm, Tue Aug 18
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